Abbey, where in WI are you planning on heading? I live in Rhinelander (north central WI, also known as the Northwoods), but am familiar with the entire state.
If you are moving up to my neck of the woods, you would do better to worry about 20 BELOW than 20 above.
It's not uncommon to have -45 windchills up here.
Yep, you will definitely need a new wardrobe, LoL.
The good news is that no one cares about fashion in the winter up here. We're into layers. WARM layers.
Summers are gorgeous, usually 70s and low eighties with maybe a few 90 degree days in August. It still usually cools off at night. For you, being a thin blooded Westerner, you'd probably want a sweater or similar handy for nights, at least through June and early July.